1991Journal of Heterocyclic ChemistryRequires access

Heterocyclic variants of the 1,5‐benzodiazepine system. VI. Derivatives of 2‐methylthio‐4‐(p‐r‐phenyl)‐3H‐1,5‐benzodiazepines

E. Cortés, Roberto Martı́nez, M. Ugalde, Napoleón Maldonado

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Abstract

Abstract Ethyl 3‐[3H‐1,5‐benzodiazepin‐2‐yl]carbazates II were prepared in moderate yields from the title compounds and ethyl carbazate. The compounds II were easily transformed into 1H‐s‐triazolo[4,3‐a][1,5]benzodiazepin‐1‐ones III via a one‐step procedure. Reaction of triazolo‐1,5‐benzodiazepinones III with sodium hydride in methyl iodide gave a mixture of products from which were isolated two compounds IV and V. The structure of all products was confirmed by ir, 1H nmr and mass spectrometry.

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Abstract Ethyl 3‐[3H‐1,5‐benzodiazepin‐2‐yl]carbazates II were prepared in moderate yields from the title compounds and ethyl carbazate. The compounds II were easily transformed into 1H‐s‐triazolo[4,3‐a][1,5]benzodiazepin‐1‐ones III via a one‐step procedure. Reaction of triazolo‐1,5‐benzodiazepinones III with sodium hydride in methyl iodide gave a mixture of products from which were isolated two compounds IV and V. The structure of all products was confirmed by ir, 1H nmr and mass spectrometry.

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Available abstract

Abstract Ethyl 3‐[3H‐1,5‐benzodiazepin‐2‐yl]carbazates II were prepared in moderate yields from the title compounds and ethyl carbazate. The compounds II were easily transformed into 1H‐s‐triazolo[4,3‐a][1,5]benzodiazepin‐1‐ones III via a one‐step procedure. Reaction of triazolo‐1,5‐benzodiazepinones III with sodium hydride in methyl iodide gave a mixture of products from which were isolated two compounds IV and V. The structure of all products was confirmed by ir, 1H nmr and mass spectrometry.

Key concepts: Chemistry, Sodium hydride, Ethyl iodide, Methyl iodide, Benzodiazepine, Hydride, Medicinal chemistry, Mass spectrometry

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Heterocyclic variants of the 1,5‐benzodiazepine system. VI. Derivatives of 2‐methylthio‐4‐(p‐r‐phenyl)‐3H‐1,5‐benzodiazepines — Research Paper | ScholarLens